Browse All Oak Park IL 5 Bedroom Properties for Sale

5 Beds ⋅ 3 Baths ⋅ 12752834 MLS ⋅ NEW Status

On the market for the first time in 26 years. Built in 1939, this Oak Park home has the Art Deco details you cannot fake. Coved ceilings. Original built-in shelving. Juliet balcony windows that pour light across the living room all afternoon. The formal dining room carries the same coved detailing and opens straight off the living room, an easy flow for a dinner party or a Sunday that runs long. The renovated kitchen is where the house has been brought current: custom cabinetry, granite and Caesarstone countertops, high-end appliances. It opens directly onto a family room with a gas fireplace and a skylight overhead. This is the room everyone drifts to. Five bedrooms across two floors. Two on the first, flexible as bedrooms, a home office, or guest space, alongside a period-inspired full bath. Three more upstairs with a second full bath finished to match. The first floor has been rethought for how the house actually gets used. A powder room sits just off the kitchen, and the laundry has been moved up out of the basement, so a kitchen, a full bath, a half bath, laundry, and two bedrooms all share one level. No stairs required for daily life. The audio is not an afterthought. The living room runs 5.1 surround on Stealth Acoustics speakers built invisibly into the walls. The kitchen and family room step up to 7.1 surround with a 4K TV. All of it stays with the house. The rear mudroom earns its keep in a Chicago winter: heated floors on a thermostat, a bench for pulling off snowy boots, and six cubbies for coats, hats, and mittens. Outside, a 2.5-car brick garage with new architectural shingles, plus a side pad that holds two more cars. Four off-street spaces in a village where parking on the street overnight requires a permit. Walk to Mann Elementary, Lindberg Park, and the shops and restaurants along North Avenue. Twenty-six years of careful ownership. It shows.

1225 N Grove Avenue, Oak Park

$625,000

5 Beds ⋅ 2 Baths ⋅ 12724839 MLS ⋅ CONTINGENT Status

Beautiful 2 flat in the heart of the Arts District. Each unit has a large living room with decorative fireplace and art glass windows, hardwood floors throughout, and a separate dining room. The lovely first floor unit has 3 bedrooms, an updated kitchen with stainless appliances (refrigerator, stove/microwave, and dishwasher), Corian countertops and lots of cabinet space. From the kitchen, access a sweet open back porch overlooking back yard. The second-floor unit is two bedrooms. It was the owner's unit and includes a large primary bedroom with 2 spacious closets. The modern style kitchen has 42-inch maple cabinets, granite countertops, and stainless-steel appliances. The adjoining enclosed back porch can be used as a breakfast room or office. The bath has high-end toilet, sink, tile, and a jetted tub. The large unfinished basement has been freshly painted (2026), added insulation on walls (2010) with 2 finished rooms that were previously b used as office/crafting spaces. Newer plumbing in the utility sink and exterior hose-bibs (2026). Washer and dryer. 2 car garage. Separate heat, gas, and electric for each unit. Central A/C in the second-floor unit. First floor unit has tankless water heater/boiler combo and 3 window AC units. Tear off roof is about 10 years old. Located in the Harrison Street Arts district near parks, galleries, restaurants. A few blocks from both blue and green lines to swiftly take you to downtown Chicago. Ideal location!

642 S Lombard Avenue, Oak Park

$725,000

5 Beds ⋅ 3 Baths ⋅ 12750454 MLS ⋅ CONTINGENT Status

Classic Oak Park architecture meets modern, move-in-ready living in this beautifully reimagined 5-bedroom, 3-bath brick bungalow. Rich in original character and thoughtfully updated throughout, this exceptional home offers the perfect balance of timeless craftsmanship, stylish finishes, and functional living spaces designed for today's lifestyle. A welcoming front entry opens to an elegant living room featuring gleaming hardwood floors, crown molding, stunning original woodwork, beautiful stained-glass windows, custom plantation shutters, and a striking wood-burning fireplace flanked by built-in bookcases. The formal dining room is equally impressive with French doors, designer wallpaper, decorative chair rail, sconces, and updated lighting that create an inviting space for entertaining. The chef-inspired kitchen seamlessly blends historic charm with modern convenience, showcasing 42-inch cherry maple cabinetry, granite countertops, stainless steel appliances, original subway tile dating back to the home's 1925 construction, and a spacious butler's pantry with custom cabinetry. Just beyond, a generous mudroom offers stylish tile flooring, built-in storage, and everyday functionality. Three spacious bedrooms occupy the main level, each featuring beautiful hardwood flooring. One bedroom is enhanced with custom built-in bookshelves, making it an ideal home office, library, or guest room. The updated full bath includes classic subway tile, modern flooring, a pedestal sink, and Kohler fixtures. The second floor serves as a private retreat with two additional bedrooms, including an expansive primary suite featuring a walk-in closet with custom organizers, a separate shoe closet, abundant storage, and an updated bath finished with a marble-top vanity, new tile flooring, and a beautifully tiled shower. The newly finished walk-out basement significantly expands the home's living space with a large recreation room, dedicated play area, full bathroom, and an oversized laundry room complete with built-in cabinetry, folding station, utility sink, and newer washer and dryer. A custom wine cellar, highlighted by French barn doors, exposed brick accents, stained ceilings, and temperature-controlled ventilation, adds a distinctive touch that is sure to impress. Additional updates include newer windows throughout, custom window treatments, a tankless water heater, updated 200-amp electrical service, extensive exterior improvements, and a detached garage. Outside, enjoy a fully fenced backyard with a beautiful paver patio perfect for summer entertaining, outdoor dining, or simply relaxing. Located in one of Oak Park's most desirable neighborhoods, this home places you just moments from Hatch Elementary School, Taylor Park, Wonder Works Children's Museum, local restaurants, shopping, and nearby forest preserves with miles of scenic trails. Commuters will appreciate easy access to the Galewood Metra Station, CTA Green Line, and major expressways, making travel to downtown Chicago both convenient and efficient. From its exceptional curb appeal and preserved architectural details to its extensive modern updates and outstanding location, this remarkable home offers a rare opportunity to enjoy the very best of Oak Park living.

1212 N Ridgeland Avenue, Oak Park

$925,000

5 Beds ⋅ 4 Baths ⋅ 12736227 MLS ⋅ ACTIVE Status

You know the Oak Park market. You've lost out, walked through homes that needed everything, and watched the good ones disappear. Do not miss out on this one. Welcome to 460 Lenox Avenue-a rare, solid-brick Oak Park bungalow offering 5 bedroom (4+1) living and more than $200,000 in thoughtful improvements. Picture your morning starting on a custom, fully screened-in porch with coffee in hand, then stepping into a native garden alive with butterflies and blooms from spring through summer. This is a home that has been loved, invested in, and genuinely cared for-where the work is already done, the character is already there, and all that's left is to move in and make it yours. Inside, the home draws you in immediately. Rare stained glass windows and rich wood details give the living room a warmth and character you simply can't replicate. The Nova high-efficiency wood-burning stove-with a new chimney and furnace liner-makes this the kind of room you'll never want to leave on a cool evening. The spacious kitchen offers plenty of room to cook, gather, and entertain, with custom Marvin wood windows and a fully operational transom window flooding the space with natural light. The primary suite is a genuine retreat-soaring ceilings, a private en-suite bath, and a walk-in closet with a pocket door that feels like a room unto itself. Upstairs, the second floor opens into a spectacular recreation and family room that is a true sanctuary for kids-room to spread out and hang out-flanked by two massive bedrooms with large closets and generous built-in storage throughout. The finished basement rounds out this exceptional home with soaring 7-foot ceilings and a bedroom setup that works beautifully as an in-law arrangement, a home office, or whatever flex space your life calls for. Zoned heating and cooling and upgraded 250-amp electrical service ensure this home is as well-equipped as it is beautiful. The current owners have invested over $207,000 in major improvements, including: custom screened porch, Thermory ash deck/stairs/siding & under-deck storage new 1.5-car garage with EV hookup custom Marvin wood windows kitchen/basement whole-home tuckpointing new variable-speed AC & compressor Nova wood-burning stove with new chimney & furnace liner. Outside, a secondary outdoor space in the front yard adds even more room to live. Walk half a block to Hatch Elementary and a few blocks to St. Giles. Stroll to Taylor Park's tennis courts and walking trail. Drive one mile to the Metra-far easier parking than the Oak Park station-and straight into Union Station. This is the one. Don't let it get away.

460 Lenox Street, Oak Park

$675,000

5 Beds ⋅ 4 Baths ⋅ 12738176 MLS ⋅ CONTINGENT Status

Beautifully updated and full of character, this five-bedroom, four-bath home offers generous living space in an unbeatable Oak Park location directly across from Euclid Square Park. The sun-filled living room features a fireplace with custom built-ins, plantation shutters, and abundant windows. A separate dining room is ideal for entertaining, while the renovated eat-in kitchen (2024) offers a center island, new stainless steel appliances, abundant cabinet space, and a built-in desk. The main level also includes two bedrooms and an updated full bath. Upstairs, a major second-floor addition completed in 2019 expanded the home to include three bedrooms and two full bathrooms. The primary suite features a custom walk-in closet by Closets by Design and a private bath with dual vanities, a freestanding soaking tub, and an oversized walk-in shower with multiple shower heads. Two additional bedrooms share a Jack-and-Jill bath with dual vanities and tub. The finished basement provides even more living space with a large family room, a bonus room ideal as a sixth bedroom, home office, or workout space, a fourth full bath with a walk-in shower, and a spacious laundry and utility room. Outside, enjoy a fully fenced private backyard with a deck and patio, a detached two-car garage, and a desirable corner lot. Conveniently located near shopping and dining, with easy access to I-290, the CTA, Metra, and everything Oak Park has to offer.

1147 Wesley Avenue, Oak Park

$975,000

5 Beds ⋅ 2 Baths ⋅ 12692248 MLS ⋅ CONTINGENT Status

Tucked away on a quiet cul-de-sac, this truly special Queen Anne Victorian is brimming with the character, charm, and architectural detail that make it one of a kind. Thoughtfully restored and impeccably maintained, the home offers three levels of gracious living space plus a large basement with roughed-in plumbing, ready for storage, hobbies, a workshop, or future finished living space. Step into the welcoming foyer and be greeted by original oak woodwork, a stunning wraparound staircase, a built-in bench, custom radiator covers, art glass windows, and generous, sun-filled rooms throughout the main level. The spacious living and dining rooms flow easily into an open kitchen overlooking the family room/den - perfect for everyday living and effortless entertaining. A private office, which could also function as a first-floor bedroom and half bath, adds extra flexibility. Upstairs, the second level offers four bedrooms, a full bath, and a dedicated laundry room. The finished third floor offers even more versatility, featuring a vaulted-ceiling rec room with a skylight, a lofted nook ideal for reading or cozy hangouts, and a fifth bedroom that could also serve as an office, guest space, studio, or creative retreat. Set on a wide 50-foot lot, the outdoor living is equally impressive: a classic wraparound porch, a New York bluestone patio in the landscaped backyard, and a three-car garage. The home's exceptional Victorian trim and ornate architectural detailing earned it a spot on Oak Park's 2013 Painted Lady Tour. Ideally located near the Metra, Green Line, shops, restaurants, downtown Oak Park, and I-290, this quintessential Oak Park treasure is a rare opportunity to make it your own.

425 Clinton Avenue, Oak Park

$899,000

5 Beds ⋅ 3 Baths ⋅ 12662583 MLS ⋅ PENDING Status

Discover this beautifully renovated 5-bedroom, 3-bath traditional American Foursquare home located in Oak Park's nationally recognized Ridgeland/Oak Park Historic District and within the highly sought-after William Beye School District. Thoughtfully transformed for modern living, the home blends restored exterior charm with today's high-end finishes and updated systems throughout. The original exterior wood siding has been carefully restored to its historical character, preserving the home's timeless appeal. The main level features a stunning new chef's kitchen with stainless steel appliances, quartz countertops, custom cabinetry, farmhouse sink, pot filler, and designer touches. A versatile main-floor bedroom and full bath offer ideal space for guests or a home office. The second level includes three spacious bedrooms with a shared bath, along with a primary suite showcasing a wet room sanctuary bath and walk-in closet. The finished lower level provides flexible living space perfect for a playroom, gym, or additional lounge area, plus a dedicated laundry room. Enjoy true peace of mind with extensive upgrades throughout the home, including a brand-new roof and gutters, energy-efficient windows, a dual-zone HVAC system, upgraded 200-amp electrical panel with all-new wiring, completely updated plumbing with a new copper water service line, and a high-efficiency tankless water heater. Conveniently located off Lake St only a few steps from Stevenson Park, Ridgeland Green Line L, One Lake Brewing Company, gymnastics center, Ridgeland Commons Aquatic Center and Ice Rink, Oak Park & River Forest High School, Pete's Fresh Market, and minutes from Downtown Oak Park. Don't miss this rare chance to own a true turn-key home where timeless historic charm is seamlessly blended with modern luxury!

131 N Taylor Avenue, Oak Park

$650,000

5 Beds ⋅ 3 Baths ⋅ 12563604 MLS ⋅ ACTIVE Status

WELCOME TO THIS GREAT SPACIOUS OVER 2900 SQFT OAK PARK 2 STORY BUNGALOW THAT OFFERS 5 BEDROOMS, 2 1/2 BATHS, WITH A LARGE EAT-IN KITCHEN AND A WALK IN PANTRY, A FULL WALK-OUT BASEMENT, INCLUDING 2 CAR GARAGE, AND A LARGE FENCED YARD. CONVENIENTLY CLOSE TO SHOPPING, DINING, SCHOOLS, AND PARK. QUICK AND EASY ACCESS TO BOTH PUBLIC TRANSPORT AND HIGHWAYS!

514 S Humphrey Avenue, Oak Park

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